反応 #6831

反応方程式

2,6,6-trimethoxy-6,7,8,9-tetrahydro-5H-benzocycloheptene

p-toluenesulfonic acid monohydrate

acetone

→

2-methoxy-5,7,8,9-tetrahydro-benzocyclohepten-6-one

収率 80.2%

溶媒

water

dichloromethane

sodium hydrogen carbonate

反応条件

後処理

1. 1
   抽出The aqueous layer was re-extracted with 50 mL more dichloromethane
2. 2
   乾燥the combined organics were dried over sodium sulfate
3. 3
   その他Evaporation of the solvent

実験手順

A solution of 2,6,6-trimethoxy-6,7,8,9-tetrahydro-5H-benzocycloheptene (387 mg) and p-toluenesulfonic acid monohydrate (31 mg) was stirred in 5 mL of 1:1 water:acetone. The mixture was diluted with 50 mL of dichloromethane and 50 mL of saturated sodium hydrogen carbonate. The aqueous layer was re-extracted with 50 mL more dichloromethane and the combined organics were dried over sodium sulfate. Evaporation of the solvent gave 250 mg of 2-methoxy-5,7,8,9-tetrahydro-benzocyclohepten-6-one, which was converted to 2-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-ylamine by using Procedure X.

出典